Bailey was cast for the starring role of Tohru Honda in the anime Fruits Basket. Bailey said that Tohru's character has helped her be more positive: "I was so inspired by her character by her, joy, and outlook on life that, you know, you wanna emulate that."[8] She later voiced Lust, one of the villains in Fullmetal Alchemist, and Sana Kurata in Kodocha.[10]

Bailey had been working with Funimation for about four years before she started ADR directing. She worked on Blue Gender: The Warrior and some episodes of Case Closed. Her first major ADR Directing project was Gunslinger Girl, in which she also voices Henrietta. She also co-directed parts of Kodocha.[10] She became a line producer for Shin-Chan and also voices the title character.

Bailey and anime voice actor/director Colleen Clinkenbeard were once roommates while working at Funimation.[11] In 2007, she moved to Los Angeles, California.[9] In 2011, she married fellow voice actor Travis Willingham.[3] They currently live in Los Angeles.[12]